(2,2-dimethyl-1,3-dioxolane-4-yl)methyl n-propanoate | 20834-34-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,2-dimethyl-1,3-dioxolane-4-yl)methyl n-propanoate
• 英文别名: (RS)-1,2-O-isopropylidene glycerol propionate；2,2-dimethyl-4-propionyloxymethyl-[1,3]dioxolane；(+/-)-2,2-dimethyl-4-propionyloximethyl-[1,3]dioxolane；(+/-)-2,2-Dimethyl-4-propionyloxymethyl-[1,3]dioxolan；2,3-Isopropylideneglycerol-1-propionate；(2,2-dimethyl-1,3-dioxolan-4-yl)methyl propanoate
• CAS: 20834-34-8
• 化学式: C₉H₁₆O₄
• mdl: MFCD03425338
• 分子量: 188.224
• InChiKey: NGWPJKMXMOMEGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2,2-dimethyl-1,3-dioxolane-4-yl)methyl n-propanoate 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 以1.4 g的产率得到单丙酸甘油酯
  参考文献：
  名称：

  Discovery of Lipids from B. longum subsp. infantis using Whole Cell MALDI Analysis

  摘要：

  Bifidobacteria are dominant members of the microbial community in the intestinal tract of infants, and studies have shown that glycolipids extracted from the cell surface of these bacteria elicit beneficial immune responses. Accordingly, the identification and structural characterization of glycolipids from the cell wall of bifidobacteria is the first step in correlating glycolipid structure with biological activity. Using whole cell MALDI as a screening tool, we herein present for the first time the identification and structural elucidation of the major polar lipids from Bifidobacterium longum subs. infantis. The lipids identified include an unprecedented plasmenyl cyclophosphatidic acid and a mixed acetal glycolipid, with the latter subsequently being isolated and found to suppress the innate immune response.

  DOI：

  10.1021/jo501016c
• 作为产物：
  描述：

  丙酸酐 、 丙酮缩甘油 在 吡啶 作用下， 以 苯 为溶剂， 生成 (2,2-dimethyl-1,3-dioxolane-4-yl)methyl n-propanoate
  参考文献：
  名称：

  Enhanced enantioselectivity of Bacillus coagulans in the hydrolysis of 1,2-O-isopropylidene glycerol esters by thermal knock-out of undesired enzymes

  摘要：

  The enantioselective hydrolysis of different (RS)-1,2-O-isopropylidene glycerol esters has been achieved with whole cells of Bacillus coagulans NCIMB 9365 furnishing the (S)-alcohol as the major enantiomer. The reaction is catalysed by a thermostable cell-bound carboxylesterase and improvement of the enantioselectivity has been achieved by heat treatment of the whole cells, which causes the knock-outs a non-enantioselective competing enzyme. Thermally-treated cells hydrolysed (RS)-1,2-O-isopropylidene glycerol esters with high enantioselectivity, the highest enantiomeric ratio (80-100) being observed for the benzoate. The biocatalyst displayed good stability and could be re-used after filtration for 12 cycles before showing significant loss of activity; repeated biotransformation batches allowed the recovery of 9.55 g/L of enantiomerically pure (S)-isopropylideneglycerol benzoate starting from 24.0 g/L of the racemic mixture. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.021

文献信息

• Solvent system and compositions therewith
  申请人：RHODIA POLIAMIDA E ESPECIALIDADES LTDA

  公开号：US10239116B2

  公开（公告）日：2019-03-26

  The present invention relates to a solvent system characterized by the fact that is comprises one or more dioxolane-derived esters of formula I where R1, R2 and R3 are the same or different, selected from hydrogen, alkyl, alkenyl and phenyl, and n is an integer between 1 and 5.

  本发明涉及一种溶剂体系，其特征在于该体系包含一种或多种式 I 的二氧戊环衍生酯 其中 R1、R2 和 R3 相同或不同，选自氢、烷基、烯基和苯基，n 为 1 至 5 之间的整数。
• Studies on the lipolytic enzyme action III. Hydrolysis of tripropionyl glycerol
  作者：F. Schønheyder、K. Volqvartz

  DOI：10.1016/0006-3002(52)90066-8

  日期：1952.1
• Lipase-mediated desymmetrization of glycerol with aromatic and aliphatic anhydrides
  作者：Daniela I. Batovska、Shuichirou Tsubota、Yasuo Kato、Yasuhisa Asano、Makoto Ubukata

  DOI：10.1016/j.tetasy.2004.09.033

  日期：2004.11

  Chirazyme L-2 (Candida antarctica) catalyzed esterification of glycerol with aromatic and aliphatic anhydrides in 1,4-dioxane is described. All the aromatic monoacylglycerols (MAGs) were produced as (R)-enantiomers, while aliphatic MAGs were obtained either as racemic mixtures or the (S)-enantiomers. The influence of substituted aromatic rings, chain length, and presence of a conjugated double bond in the acyl donor moiety on the enantiotopic selectivity as well as the efficiency of the enzyme was studied. (C) 2004 Elsevier Ltd. All rights reserved.
• Ingold et al., Journal of the Chemical Society, 1931, p. 2035,2036
  作者：Ingold et al.

  DOI：——

  日期：——
• SOLVENT SYSTEM AND COMPOSITIONS THEREWITH
  申请人：Rhodia Poliamida E Especialidades Ltda

  公开号：EP2956513A1

  公开（公告）日：2015-12-23